Top Team Building Speakers in Chicago for Company Retreats
Looking to turn your company retreat into a meaningful, high-impact experience? The right speaker can take your team from disengaged to unstoppable.
Chicago is a city built on collaboration, innovation, and culture. That’s why event planners across the Windy City are bringing in team building speakers in Chicago who spark conversation, create connection, and turn learning into action.
Why Should You Book a Team Building Speaker for your Next Event?
At Journey Speakers Bureau, we help you find team building speakers who do more than motivate. These speakers create transformative experiences that inspire teams to work better together, long after the event ends.
And it’s not just good for morale, it’s good for business. According to a study by the Harvard Business Review, companies with highly collaborative teams are 5 times more likely to be high-performing.
Meet the Top Chicago Team Building Speakers
The following speakers get booked in and travel frequently to Chicago, Illinois. These experts don’t just speak, they shift cultures, challenge assumptions, and provide tangible takeaways tailored to your audience.
Here are six Chicago team building speakers who know how to activate culture, drive connection, and help your people thrive together.
Charles Clark – Resilience and High-Performance Teamwork
Charles brings an unmatched energy to company retreats, equipping teams with tools to improve communication, embrace challenges, and elevate performance together. He’s one of the most booked team building speakers in Chicago for high-stakes leadership and culture-building sessions.
Best for: Sales teams, leadership retreats, performance-focused companies
Mallory Brown – Human Connection Through Purpose
Her interactive keynotes are perfect for team building speakers for company retreats looking to drive meaningful connection, reinforce values, and reignite purpose within your team.
Best for: Culture-driven organizations, nonprofits, service-oriented companies
Stuart Knight – Creativity, Communication, and Real Talk
With a background in entertainment and psychology, Stuart Knight delivers talks that are hilarious, heartfelt, and packed with insights that improve communication and team chemistry. He’s a master at helping people step outside their comfort zones and start having the conversations that matter.
Best for: Creative teams, innovation retreats, culture-focused companies
Natalie Nixon – Team Innovation Through Curiosity
A creativity strategist and TEDx speaker, Natalie Nixon helps teams thrive by teaching the value of curiosity, improvisation, and intuitive thinking. She breaks down complex team dynamics with simple frameworks that help groups innovate, communicate, and move forward together.
Best for: Tech companies, innovation labs, executive retreats
Steve Rizzo – Humor-Powered Motivation for Teams
If you’re hosting a company retreat and want a speaker who can both entertain and empower, Steve stands out as one of the most engaging Chicago team building speakers.
Best for: All-company events, leadership offsites, culture summits
Anne Bonney – Leading Through Discomfort and Change
She is a change management expert who helps teams navigate discomfort, conflict, and growth. With her signature energy and no-fluff approach, Anne equips teams to face tough conversations, lead with empathy, and adapt with resilience.
Best for: HR teams, culture transformations, hybrid workforce leaders
Planning a Retreat in Chicago?
From rooftop venues to riverfront retreats, Chicago offers the perfect setting for memorable team-building moments. Whether you’re hosting in The Loop, along the Magnificent Mile, or in one of the city’s many unique corporate venues, these team building speakers for company retreats will deliver the kind of experience that makes your event unforgettable.
Frequently Asked Questions About Team Building Speakers in Chicago, Illinois
How much do team building speakers in Chicago typically cost?
Speaker fees vary based on experience, topic, and format. Most keynotes range from $10,000 to $30,000. Contact us at Journey Speakers Bureau for custom quotes and availability.
Can these speakers customize their keynotes?
Yes. Every speaker listed offers customized keynotes tailored to your industry, audience, and event goals.
Do these speakers also offer workshops or follow-up sessions?
Many of our speakers offer breakout sessions, half-day intensives, or virtual trainings to reinforce the keynote message and deepen the impact.
Book Your Chicago Team Building Speaker
At Journey Speakers Bureau, we make it easy to find and book the right speaker for your company retreat. We represent trusted, vetted professionals who deliver real value, on and off the stage.
📧 booking@journeyspeakers.com
🌐 journeyspeakers.com
Let’s inspire your team, starting with the voice behind the message.
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